The Ultimate Guide to Valentine's Day in West Orange County

Valentine’s Day is just around the corner, and West Orange County, Florida, offers a plethora of romantic and engaging activities to make this day special. Whether you’re planning a date night or a fun outing with friends, here are some top events to consider:
1. Ocoee's Valentine's Day Celebration
On Friday, February 14, 2025, the City of Ocoee is hosting a Valentine’s Day Celebration at the Ocoee Lakeshore Center and Withers Maguire House. The event features live music, food trucks, games, craft stations, and a fire pit for s’mores. A highlight of the evening includes the Mother & Son Dance at 6:45 p.m. and the Father & Daughter Dance at 7:15 p.m. Additionally, a kid’s zone will offer a bear station with 200 free bears, bracelet making, coloring, carnival games, and rides. Two hundred carnations will be given to attendees on a first-come, first-served basis.
2. Horse-Drawn Carriage Rides in Winter Garden
Experience the charm of Winter Garden with a private horse-drawn carriage ride offered by SOUL Haven Ranch. On Friday, February 14, 2025, from 5:30 p.m. to 9:30 p.m., enjoy a 20-minute tour along Plant Street, taking in the twinkling lights and sights. The carriage accommodates up to four adults, and the cost is $125 per tour. Tours depart from the Downtown Pavilion at 104 S. Lakeview Ave. To book, call 407-509-1981.
3. Valentine's Day Movie Night at Leu Gardens
For a romantic evening under the stars, head to Leu Gardens on Friday, February 14, 2025. The gardens will screen “Sleepless in Seattle,” with the venue opening at 6:00 p.m. Tickets are available online starting February 3, 2025, until sold out. Admission is $8.00 for adults and $6.00 for children aged 4-17. Remember to pack a dinner picnic and seating to enjoy the movie in this beautiful setting.
4. Valentine's Pop-Up Bar at Lake Nona Wave Hotel
From now through February 22, 2025, the Lake Nona Wave Hotel is hosting a Valentine’s Pop-Up Bar on Friday and Saturday evenings from 6:00 p.m. to 9:00 p.m. Guests can enjoy creative cocktails, romantic picnics, and movies under the stars on select Fridays, along with live music on Saturdays. The event takes place in the Sculpture Garden, providing a romantic ambiance for couples.
5. Valentine's Day Dinner at The Drake Kitchen + Bar
Celebrate love with an unforgettable culinary experience at The Drake Kitchen + Bar, located at 361 N. Rosalind Ave. Suite 1, Orlando, FL. They are offering an exclusive Valentine’s Day Pre-Fix Dinner from February 13 to 15, 2025. The five-course menu includes a welcome glass of champagne and an amuse-bouche to awaken your palate. The cost is $150 per person.
6. Candlelight Concert: Valentine's Day Special Featuring 'Romeo & Juliet'
Experience a romantic evening with a candlelight concert at The Abbey, located at 100 S Eola Dr, Unit 100, Orlando, FL. On Friday, February 14, 2025, at 6:30 p.m., enjoy classical music inspired by “Romeo & Juliet” under the gentle glow of candlelight. Tickets range from $37 to $62.
7. Valentine's Day Dinner at Enzian Theater
For film enthusiasts, Enzian Theater is hosting a Valentine’s Day Dinner featuring the classic movie “Sleepless in Seattle.” The event includes live music, a dinner buffet with a carving station, and a complimentary glass of champagne. Doors open at 7:00 p.m., with the movie beginning at 8:00 p.m. Tickets are $135 per couple or $185 per couple for VIP seating.
8. Valentine's Day Paint and Sip at Autumn & Ro
Get creative with your loved one at a Valentine’s Day Paint and Sip event hosted by Autumn & Ro, located at 807 Virginia Drive, Orlando, FL. On Friday, February 14, 2025, from 5:30 p.m. to 7:30 p.m., enjoy a beginner-friendly painting workshop with Valentine extras, including a glass of wine (ID required) or non-alcoholic refreshments and chocolates for each guest. The cost is $65 per person.
9. Alaula at Papaya Club
Set against the stunning backdrop of Evermore Bay’s white-sand beaches, Alaula at Papaya Club offers an intimate evening for couples. Available through February 17, 2025, guests can enjoy a cozy firepit experience with a curated pu pu platter featuring delicacies such as ahi tuna toast and pork gyoza, paired with sunset-inspired cocktails. The cost is $60 per person, with a two-person minimum.
10. Cheese Board 101: Valentine's Themed-Heart Boards
Join Simply Cheese for a guided tutorial on assembling a Valentine’s themed cheese and charcuterie board. Classes are available on February 13 and 14, 2025, from 6:30 p.m. to 8:00 p.m. The session includes food, wine, and instruction, ensuring a fabulous time for participants. The cost is $125 plus tax per couple.
Love is in the Air!
No matter what your idea of the perfect Valentine’s Day looks like, West Orange County has something special to offer in 2025. Whether you’re sipping cocktails on a Cupid-themed crawl, enjoying a romantic horse-drawn carriage ride, or cozying up under the stars for an outdoor movie, there’s no shortage of ways to celebrate love. From exciting concerts to intimate dinners, unique experiences await couples, friends, and even families looking to make lasting memories. So, pick your favorite event, make your reservations early, and get ready for a Valentine’s Day filled with fun, romance, and unforgettable moments! ❤️